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Paper | Regular issue | Vol 75, No. 5, 2008, pp.1087-1095
Published online, 25th January, 2008
DOI: 10.3987/COM-07-11267
Synthesis and Study of Reactivity of Pyrrolo[3,2-e][1,2,4]triazine System

Jakub Styskala,* Jan Slouka, and Petr Cankar

*Department of Organic Chemistry, Palacky University, Trida Svobody 8, 77146 Olomouc, Czech Republic

Abstract

The corresponding 2-arylhydrazones 5 were obtained by coupling of diazonium salts with diethyl (3-methyl-1H-pyrrole)-2,4-dicarbamate 4. These ones were cyclized in a alkaline medium to ethyl (2-aryl-5-methyl-3- oxo-2,3-dihydro-7H-pyrrolo[3,2-e][1,2,4]triazin-6-yl)carbamates 6 and tested for their stability. The starting carbamate 4 was prepared by a multistep synthesis from diethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate 1.